Issue 71, 2014

Organocatalytic asymmetric [4 + 2] formal cycloadditions of cyclohexenylidenemalononitriles and enals to construct chiral bicyclo[2.2.2]octanes

Abstract

A highly regio- and stereoselective [4 + 2] formal cycloaddition process of cyclohexenylidenemalononitriles and α,β-unsaturated aldehydes has been developed by the catalysis of a chiral secondary amine, affording a range of bridged bicyclo[2.2.2]octane architectures with high molecular complexity (up to 98% ee, >19:1 d.r.).

Graphical abstract: Organocatalytic asymmetric [4 + 2] formal cycloadditions of cyclohexenylidenemalononitriles and enals to construct chiral bicyclo[2.2.2]octanes

Supplementary files

Article information

Article type
Communication
Submitted
23 Jun 2014
Accepted
06 Aug 2014
First published
07 Aug 2014

RSC Adv., 2014,4, 37522-37525

Author version available

Organocatalytic asymmetric [4 + 2] formal cycloadditions of cyclohexenylidenemalononitriles and enals to construct chiral bicyclo[2.2.2]octanes

Q. Li, J. Gu and Y. Chen, RSC Adv., 2014, 4, 37522 DOI: 10.1039/C4RA07709A

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